US4514357A - Production of molded articles having excellent optical characteristics - Google Patents
Production of molded articles having excellent optical characteristics Download PDFInfo
- Publication number
- US4514357A US4514357A US06/450,039 US45003982A US4514357A US 4514357 A US4514357 A US 4514357A US 45003982 A US45003982 A US 45003982A US 4514357 A US4514357 A US 4514357A
- Authority
- US
- United States
- Prior art keywords
- resin
- phosphite
- average molecular
- molecular weight
- polycarbonate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 230000003287 optical effect Effects 0.000 title claims abstract description 18
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 6
- 229920005668 polycarbonate resin Polymers 0.000 claims abstract description 34
- 239000004431 polycarbonate resin Substances 0.000 claims abstract description 34
- 229920005989 resin Polymers 0.000 claims abstract description 32
- 239000011347 resin Substances 0.000 claims abstract description 32
- -1 phosphorous ester Chemical class 0.000 claims abstract description 13
- 238000001746 injection moulding Methods 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 239000011342 resin composition Substances 0.000 claims abstract description 8
- 150000001335 aliphatic alkanes Chemical class 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 14
- 238000002347 injection Methods 0.000 claims description 13
- 239000007924 injection Substances 0.000 claims description 13
- 229920000515 polycarbonate Polymers 0.000 claims description 3
- 239000004417 polycarbonate Substances 0.000 claims description 3
- 238000000465 moulding Methods 0.000 description 23
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 12
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 10
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical class [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 7
- 238000002834 transmittance Methods 0.000 description 7
- 239000000155 melt Substances 0.000 description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 5
- 239000008188 pellet Substances 0.000 description 5
- 229910052709 silver Inorganic materials 0.000 description 5
- 239000004332 silver Substances 0.000 description 5
- QQBLOZGVRHAYGT-UHFFFAOYSA-N tris-decyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OCCCCCCCCCC QQBLOZGVRHAYGT-UHFFFAOYSA-N 0.000 description 5
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- XKZGIJICHCVXFV-UHFFFAOYSA-N 2-ethylhexyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCC(CC)CCCC)OC1=CC=CC=C1 XKZGIJICHCVXFV-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HCNHNBLSNVSJTJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)ethane Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=C(O)C=C1 HCNHNBLSNVSJTJ-UHFFFAOYSA-N 0.000 description 1
- JZHFEIFGQNJICL-UHFFFAOYSA-N 2-[2-(2-hydroxyphenyl)octan-2-yl]phenol Chemical compound C=1C=CC=C(O)C=1C(C)(CCCCCC)C1=CC=CC=C1O JZHFEIFGQNJICL-UHFFFAOYSA-N 0.000 description 1
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 1
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
- RQCACQIALULDSK-UHFFFAOYSA-N 4-(4-hydroxyphenyl)sulfinylphenol Chemical compound C1=CC(O)=CC=C1S(=O)C1=CC=C(O)C=C1 RQCACQIALULDSK-UHFFFAOYSA-N 0.000 description 1
- HTVITOHKHWFJKO-UHFFFAOYSA-N Bisphenol B Chemical compound C=1C=C(O)C=CC=1C(C)(CC)C1=CC=C(O)C=C1 HTVITOHKHWFJKO-UHFFFAOYSA-N 0.000 description 1
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 1
- 229910021532 Calcite Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- GLOQRSIADGSLRX-UHFFFAOYSA-N decyl diphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OCCCCCCCCCC)OC1=CC=CC=C1 GLOQRSIADGSLRX-UHFFFAOYSA-N 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- NMAKPIATXQEXBT-UHFFFAOYSA-N didecyl phenyl phosphite Chemical compound CCCCCCCCCCOP(OCCCCCCCCCC)OC1=CC=CC=C1 NMAKPIATXQEXBT-UHFFFAOYSA-N 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- KUMNEOGIHFCNQW-UHFFFAOYSA-N diphenyl phosphite Chemical compound C=1C=CC=CC=1OP([O-])OC1=CC=CC=C1 KUMNEOGIHFCNQW-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- XTTGYFREQJCEML-UHFFFAOYSA-N tributyl phosphite Chemical compound CCCCOP(OCCCC)OCCCC XTTGYFREQJCEML-UHFFFAOYSA-N 0.000 description 1
- FICPQAZLPKLOLH-UHFFFAOYSA-N tricyclohexyl phosphite Chemical compound C1CCCCC1OP(OC1CCCCC1)OC1CCCCC1 FICPQAZLPKLOLH-UHFFFAOYSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- CNUJLMSKURPSHE-UHFFFAOYSA-N trioctadecyl phosphite Chemical compound CCCCCCCCCCCCCCCCCCOP(OCCCCCCCCCCCCCCCCCC)OCCCCCCCCCCCCCCCCCC CNUJLMSKURPSHE-UHFFFAOYSA-N 0.000 description 1
- ILLOBGFGKYTZRO-UHFFFAOYSA-N tris(2-ethylhexyl) phosphite Chemical compound CCCCC(CC)COP(OCC(CC)CCCC)OCC(CC)CCCC ILLOBGFGKYTZRO-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/26—Apparatus or processes specially adapted for the manufacture of record carriers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
Definitions
- This invention relates to molded articles having excellent optical characteristics. More particularly, it relates to molded articles having excellent transparency and a reduced degree of optical strain and also to a method for producing such molded articles.
- Molded articles used for optical purposes in the form of, for example, plates, sheets, boxes, blocks or other various shapes should not only be transparent, but also have a reduced degree of optical strain.
- digital signal recording discs such as digital audio discs, digital video discs and signal recording discs for electronic computers should have excellent transparency and small optical strain.
- the retardation is needed to be not more than 60 m ⁇ , preferably not more than 40 m ⁇ .
- the warpage should be so small that for the digital audio disc, it is needed to be not more than 0.2 mm, preferably not more than 0.1 mm.
- the good flow of the resin melt may be attained by a method in which the injection molding is effected at high resin temperatures.
- high resin temperatures are disadvantageous in that the resin may be colored or yellowed such as by decomposition of the resin, impeding the transparency of the resultant molding.
- polycarbonate resins having low molecular weights may be used.
- such polycarbonate resins e.g. polycarbonate resins having an average molecular weight less than 12000, considerably lower in molecular weight when injection molded, leading to the disadvantage in that their mechanical properties greatly lower and the resultant molding will break upon release of the molding.
- the above object can be achieved by a molded article or molding obtained by injection molding at a resin temperature of 330°-400° C. and at a mold temperature of 50°-110° C. a resin composition of a bis(hydroxyphenyl)alkane polycarbonate resin having an average molecular weight of 12000 to 18000 and containing 0.005 to 0.5 wt %, based on the resin, of a phosphorous ester represented by the general formula ##STR2## wherein R 1 and R 2 independently represent an alkyl or aryl group, and R 3 represents hydrogen, an alkyl, or aryl group.
- the bis(hydroxyphenyl)alkane polycarbonate resins used in the present invention are those which have an average molecular weight of 12000 to 18000 and are obtained by reacting bis(hydroxyphenyl)alkanes and a carbonate such as phosgene or diphenyl carbonate.
- the average molecular weight is calculated from ⁇ sp, which was measured at 20° C. using a methylene chloride solution of 6.0 g/l of the polycarbonate resin, according to the following formulae
- C represents a concentration of the polycarbonate resin (g/l)
- [ ⁇ ] is an intrinsic viscosity
- K' is a constant of 0.28
- K is a constant of 1.23 ⁇ 10 -5
- M is an average molecular weight
- ⁇ is a value of 0.83.
- the average molecular weight is usually controlled by adding a short stopper such as phenol, p-tertiary butylphenol or the like at the production of the polycarbonate resin.
- bis(hydroxyaryl)alkanes examples include bis(4-hydroxyphenyl)methane, 1,1-bis(4-hydroxyphenyl)ethane, 2,2-bis(4-hydroxyphenyl)propane, 2,2-bis(4-hydroxyphenyl)butane, 2,2-bis(hydroxyphenyl)octane and the like. Additionally, within a range not impeding the physical properties of the resulting molded articles such as discs, other compounds may be used in admixture with the above-mentioned alkanes.
- These other compounds include, for example, bis(hydroxyaryl)cycloalkanes such as 1,1-bis(4-hydroxyphenyl)cyclohexane, dihydroxydiphenyl ethers such as 4,4'-dihydroxydiphenyl ether, dihydroxydiphenylsulfides such as 4,4'-dihydroxydiphenylsulfide, dihydroxydiphenylsulfoxides such as 4,4'-dihydroxydiphenylsulfoxide, dihydroxydiphenylsulfones such as 4,4'-dihydroxydiphenylsulfone, and the like.
- dicarbonate resins a polycarbonate resin which is prepared from 2,2-bis(4-hydroxyphenyl)propane(bisphenol A) is preferred.
- the polycarbonate resins should have an average molecular weight of 12,000 to 18,000, preferably 13,000 to 17,500. Too high average molecular weights are disadvantageous in that in order to make molded articles having a reduced degree of optical strain, the molding has to be effected at a resin temperature exceeding 400° C., involving decomposition of the resin at such high temperatures.
- the resulting molded articles will have silver streaks on the surface thereof or undergo coloration.
- too low average molecular weights make it possible to suppress the optical strain to a substantial extent, but the molecular weight of the resin lowers so considerably at the time of the molding that the physical properties of the resin deteriorate and thus the resulting molding tends to break upon release from a mold. Even though moldings are obtained, their mechanical strengths are unfavorably low.
- the phosphorous esters used in the practice of this invention are diesters or triesters obtained from phosphorous acid and alcohols or phenols.
- examples of R 1 and R 2 are respectively, an alkyl group such as butyl, hexyl, octyl, 2-ethylhexyl, nonyl, decyl, dodecyl, octadecyl, pentaerythrityl, cyclohexyl and the like, and an aryl group such as phenyl, tolyl, nonylphenyl and the like.
- R 3 represents hydrogen, or the above-mentioned alkyl or aryl groups.
- Examples of the phosphorous esters include tributyl phosphite, tris(2-ethylhexyl)phosphite, tridecyl phosphite, tristearyl phosphite, triphenyl phosphite, tricresyl phosphite, tris(nonylphenyl) phosphite, 2-ethylhexyldiphenyl phosphite, decyldiphenyl phosphite, phenyldi-2-ethylhexyl phosphite, phenyldidecyl phosphite, tricyclohexyl phosphite, distearylpentaerythrityl diphosphite, diphenylpentaerythrityl disphosphite, and the like.
- the amount of the phosphorous esters is in the range of 0.005 to 0.5 wt %, preferably about 0.01 to 0.2 wt %, of the polycarbonate resin. Too small amounts of the phosphorous ester lead to the disadvantage that the coloration and deterioration in transparency caused by decomposition of the resin cannot be suppressed. On the contrary, too large amounts lead to decomposition of phosphorous esters themselves, causing silver streaks to be formed on the surface of molded articles.
- the phosphorous ester can be incorporated in a polycarbonate resin by a variety of methods as usually employed for preparation of ordinary resin compositions.
- the methods include a dry blending of both ingredients, a melt mixing of the blend using an extruded, etc., and a method in which master pellets containing a larger amount of phosphorous esters are first prepared and then admixed with polycarbonate resin pellets.
- the polycarbonate resin containing a phosphorous ester in such a manner as mentioned above is injection molded at a resin temperature of 330° to 400° C. and at a mold temperature of 50° to 110° C.
- too high resin temperatures should be avoided because the resin decomposes, so that coloration and silver streaks take place, resulting in poor transparency.
- too low resin temperatures are disadvantageous in that the polycarbonate resin used in the present invention does not show satisfactory melt flowability and thus moldings of low optical strains cannot be obtained.
- Preferable resin temperatures are approximately in the range of 335° to 390° C.
- the mold temperature is generally in the range of 50° to 110° C., preferably 60° to 105° C. Higher mold temperatures are unfavorable since great deformation takes place at the time of release of the resulting molding and thus there cannot be obtained moldings having a small degree of warpage. Lower temperatures result in optically strained moldings.
- the injection rate is not less than 70 ml/sec, preferably 80 to 300 ml/sec.
- the injection rate is meant a rate of charging a melt into a mold. This rate is indicated herein by an amount of a melt per unit time during the course of from the start of the injection till a stage of dwelling. This amount is calculated from the product of the forward speed of a screw of an injection machine and the inner sectional area of the cylinder.
- Molded discs having a thickness of 1.2 mm and a diameter of 120 mm were measured at the central portion thereof by means of a polarizing microscope made by Carl Zeiss Co., Ltd. and attached with a calcite compensator and the retardation was indicated by m ⁇ .
- Discs of the same size as mentioned above were each placed on a flat plate and a height at the most warped end portion from the plate was measured by means of a coordinate measuring machine made by Mitsutoyo Co., Ltd. and indicated by mm.
- a 3.5 ounce injection molding machine (IS 75S, made by Toshiba Machine Co., Ltd.) was used to give a 3.2 mm thick and 50 mm ⁇ test piece under conditions of a resin temperature of 355° C. and a mold temperature of 80° C.
- the transmittance was measured according to the method prescribed in ASTM D 1003 using Haze Meter TC-5D made by Tokyo Denshoku Co., Ltd. and indicated by %.
- a 3.5 ounce injection molding machine of the same type as used above and a 2 mm thick mold for measurement of spiral flow were used to conduct the injection molding under conditions of a resin temperature of 355° C., a mold temperature of 80° C. and an injection pressure of 850 kg/cm 2 , and the flow length was indicated by mm.
- This polycarbonate resin was admixed with 0.05% of tridecyl phosphite, 2-ethylhexyldiphenyl phosphite and tris(nonylphenyl)phosphite.
- the respective resin compositions had total light transmittances of 91%, 90% and 87%, and melt flowabilities of 550 mm, 540 mm and 540 mm.
- the phosphite-free resin had a total light transmittance of 81% and a melt flowability of 530 mm.
- Preparatory Example A was repeated except that 0.347 part of p-tertiary butylphenol was used, thereby obtained a polycarbonate resin having an average molecular weight of 15500.
- This polycarbonate resin was admixed with tridecyl phosphite in an amount of 0.02% and 0.15% and the resulting resin compositions had both a total light transmittance of 91% with melt flowabilities being 850 mm and 900 mm, respectively.
- a resin composition admixed with 0.02% of tris(nonylphenyl) phosphite had a total light transmittance of 90% and a melt flowability of 820 mm.
- Preparatory Example A was repeated except that 0.237 part of p-tertiary butylphenol was used, thereby obtained a polycarbonate resin having an average molecular weight of 21800.
- This polycarbonate resin was admixed with 0.05% of tridecyl phosphite and the resulting resin composition had a total light transmittance of 90% and a melt flowability of 340 mm.
- the polycarbonate resin flakes with an average molecular weight of 17800 and prepared in Preparatory Example A were admixed with phosphorous esters indicated in Table 1 and charged into a 40 mm ⁇ extruder where they were molten and kneaded at 270° C. and extruded to give pellets.
- phosphorous ester-containing polycarbonate pellets having average molecular weights indicated in Table 1 were obtained.
- the respective types of the pellets were charged into a 4 ounce injection molding machine (J 150S, made by Japan Steel Works, Ltd.) and molded into digital audio discs having 1.2 mm thick and 120 mm diameter at respective resin temperatures, mold temperatures and injection rate indicated in Table 1.
- the resulting discs had retardations and warpages indicated in Table 1.
- the polycarbonate resin having an average molecular weight of 15500 and prepared in Preparatory Example B were admixed with tridecyl phosphite or tris(nonylphenyl)phosphite in amounts indicated in Table 2, followed by repeating the procedure of Example 1 to obtain digital audio discs.
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- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Manufacturing & Machinery (AREA)
- Engineering & Computer Science (AREA)
- Injection Moulding Of Plastics Or The Like (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
- Polyesters Or Polycarbonates (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57008315A JPS58126119A (ja) | 1982-01-22 | 1982-01-22 | 光学的特性のすぐれた成形物の製造法 |
| JP57-8315 | 1982-01-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US4514357A true US4514357A (en) | 1985-04-30 |
Family
ID=11689716
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/450,039 Expired - Lifetime US4514357A (en) | 1982-01-22 | 1982-12-15 | Production of molded articles having excellent optical characteristics |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US4514357A (enrdf_load_stackoverflow) |
| JP (1) | JPS58126119A (enrdf_load_stackoverflow) |
| DE (1) | DE3301963A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2520370B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2114501B (enrdf_load_stackoverflow) |
| IT (1) | IT1163020B (enrdf_load_stackoverflow) |
| NL (1) | NL192061C (enrdf_load_stackoverflow) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4762873A (en) * | 1985-06-14 | 1988-08-09 | Teijin Chemicals, Ltd. | Polycarbonate resin composition |
| US4764331A (en) * | 1984-01-26 | 1988-08-16 | Daicel Chemical Industries, Ltd. | Large diameter optical disk substrate made of polycarbonate |
| US4892692A (en) * | 1987-01-30 | 1990-01-09 | Canon Kabushiki Kaisha | Process for producing substrate for optical disk by annealing substrate with gradient double refraction distribution |
| US4980105A (en) * | 1989-08-28 | 1990-12-25 | General Electric Company | Method for extruder devolatilization of spiro(bis)indane polycarbonates |
| US5102608A (en) * | 1990-01-03 | 1992-04-07 | Stamicarbon B.V. | Method for the manufacture of objects from polycarbonate |
| US5455324A (en) * | 1992-08-26 | 1995-10-03 | Mitsubishi Chemical Corporation | Aromatic polycarbonate resin of improved color |
| US5464930A (en) * | 1986-10-10 | 1995-11-07 | General Electric Company | Article for use in optical application formed from linear polycarbonate resins |
| US5519106A (en) * | 1992-08-26 | 1996-05-21 | Mitsubishi Chemical Corporation | Process for the preparation of aromatic polycarbonate resins |
| USRE35499E (en) * | 1988-11-16 | 1997-04-29 | The Dow Chemical Company | Elimination of monocarbonate from polycarbonate |
| EP0794209B1 (en) * | 1996-03-07 | 2003-05-28 | Idemitsu Petrochemical Co., Ltd. | End group modified polycarbonates for digital video discs |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0723921B2 (ja) * | 1982-01-22 | 1995-03-15 | 三菱化学株式会社 | 光学ディスク基板 |
| JPS58180553A (ja) * | 1982-04-19 | 1983-10-22 | Idemitsu Petrochem Co Ltd | 光学機器用成形素材 |
| JPS60166321A (ja) * | 1984-02-10 | 1985-08-29 | Idemitsu Kosan Co Ltd | 光学機器用素材 |
| JPH0725871B2 (ja) * | 1984-03-28 | 1995-03-22 | 三菱瓦斯化学株式会社 | ポリカーボネート樹脂光学成形品 |
| JPS60215022A (ja) * | 1984-04-10 | 1985-10-28 | Mitsubishi Gas Chem Co Inc | ポリカ−ボネ−ト樹脂の製法及びそれを用いた光学成形品 |
| JPS60215020A (ja) * | 1984-04-10 | 1985-10-28 | Mitsubishi Gas Chem Co Inc | ポリカ−ボネ−ト樹脂光学成形品 |
| JPS6264860A (ja) * | 1985-09-17 | 1987-03-23 | Teijin Chem Ltd | 光学用成形材料 |
| JPH0620783B2 (ja) * | 1986-01-31 | 1994-03-23 | 三菱化成株式会社 | ポリカ−ボネ−ト樹脂製光デイスク基板の製造法 |
| JPH0620784B2 (ja) * | 1986-03-26 | 1994-03-23 | 三菱化成株式会社 | ポリカ−ボネ−ト樹脂よりなる光デイスク基板の製造法 |
| GB2188862B (en) * | 1986-04-12 | 1989-12-28 | Duncan Barton Miller | A method for the manufacture of cylindrical sound records |
| JPH0618890B2 (ja) * | 1986-06-23 | 1994-03-16 | 三菱化成株式会社 | ポリカ−ポネ−ト成形材料 |
| JPH0774303B2 (ja) * | 1988-04-27 | 1995-08-09 | 出光石油化学株式会社 | ポリカーボネート組成物及びその製造方法 |
| JP2804596B2 (ja) * | 1990-04-19 | 1998-09-30 | ダイセル化学工業株式会社 | ポリカーボネートの製造法 |
| JPH0415221A (ja) * | 1990-05-08 | 1992-01-20 | Daicel Chem Ind Ltd | ポリカーボネートの製造法 |
| US5203671A (en) * | 1991-07-09 | 1993-04-20 | C&D Robotics | Apparatus for palletizing bundles of paper |
| JP2836680B2 (ja) * | 1996-12-26 | 1998-12-14 | 三菱化学株式会社 | ポリカーボネート樹脂よりなる光ディスク基板の製造法 |
| JP2002069219A (ja) * | 2000-08-31 | 2002-03-08 | Teijin Chem Ltd | ポリカーボネート樹脂組成物成形体 |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3305520A (en) * | 1965-04-06 | 1967-02-21 | Bayer Ag | Polycarbonates stabilized by phosphites |
| US3763063A (en) * | 1972-06-14 | 1973-10-02 | Gen Electric | Color stabilized polycarbonate composition containing a cadmium or cerium salt of an alkanoic acid an alkanoic acid and an organic phosphite |
| JPS5120259A (ja) * | 1974-07-26 | 1976-02-18 | Dainippon Printing Co Ltd | Purasuchitsukurenzunoseizoho |
| US4008031A (en) * | 1975-08-22 | 1977-02-15 | Weber Hermann P | Apparatus for injection molding lenses |
| US4076686A (en) * | 1973-01-23 | 1978-02-28 | General Electric Company | Heat stabilized polycarbonate resin |
| US4197384A (en) * | 1977-12-28 | 1980-04-08 | General Electric Company | Stabilized polycarbonate compositions |
| US4254065A (en) * | 1979-04-04 | 1981-03-03 | Ratkowski Donald J | Injection molding of contact lenses |
| US4276233A (en) * | 1978-11-02 | 1981-06-30 | General Electric Company | Hindered phenol phosphites |
| US4284591A (en) * | 1980-04-28 | 1981-08-18 | Neefe Optica Lab Inc. | Injection molding of optical lenses and optical molds |
| US4364878A (en) * | 1978-08-10 | 1982-12-21 | Omnitech Inc. | Method for molding ophthalmic lenses |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1274274B (de) * | 1963-04-11 | 1968-08-01 | Bayer Ag | Verfahren zur Herstellung von Faeden oder Filmen durch Verformen von hochmolekularenlinearen Polycarbonaten |
| JPS558189A (en) * | 1978-07-05 | 1980-01-21 | Matsushita Electric Ind Co Ltd | Television picture receiver |
| JPS5935360B2 (ja) * | 1978-07-21 | 1984-08-28 | プロセス資材株式会社 | 記録材料 |
| NL7908053A (nl) * | 1978-11-02 | 1980-05-07 | Gen Electric | Fosfierverbinding, alsmede gestabiliseerd thermo- plastisch materiaal. |
-
1982
- 1982-01-22 JP JP57008315A patent/JPS58126119A/ja active Granted
- 1982-12-15 US US06/450,039 patent/US4514357A/en not_active Expired - Lifetime
- 1982-12-30 GB GB08236988A patent/GB2114501B/en not_active Expired
-
1983
- 1983-01-04 NL NL8300013A patent/NL192061C/nl not_active IP Right Cessation
- 1983-01-14 IT IT19113/83A patent/IT1163020B/it active
- 1983-01-21 FR FR8300942A patent/FR2520370B1/fr not_active Expired
- 1983-01-21 DE DE19833301963 patent/DE3301963A1/de active Granted
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3305520A (en) * | 1965-04-06 | 1967-02-21 | Bayer Ag | Polycarbonates stabilized by phosphites |
| US3763063A (en) * | 1972-06-14 | 1973-10-02 | Gen Electric | Color stabilized polycarbonate composition containing a cadmium or cerium salt of an alkanoic acid an alkanoic acid and an organic phosphite |
| US4076686A (en) * | 1973-01-23 | 1978-02-28 | General Electric Company | Heat stabilized polycarbonate resin |
| JPS5120259A (ja) * | 1974-07-26 | 1976-02-18 | Dainippon Printing Co Ltd | Purasuchitsukurenzunoseizoho |
| US4008031A (en) * | 1975-08-22 | 1977-02-15 | Weber Hermann P | Apparatus for injection molding lenses |
| US4197384A (en) * | 1977-12-28 | 1980-04-08 | General Electric Company | Stabilized polycarbonate compositions |
| US4364878A (en) * | 1978-08-10 | 1982-12-21 | Omnitech Inc. | Method for molding ophthalmic lenses |
| US4276233A (en) * | 1978-11-02 | 1981-06-30 | General Electric Company | Hindered phenol phosphites |
| US4254065A (en) * | 1979-04-04 | 1981-03-03 | Ratkowski Donald J | Injection molding of contact lenses |
| US4284591A (en) * | 1980-04-28 | 1981-08-18 | Neefe Optica Lab Inc. | Injection molding of optical lenses and optical molds |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4764331A (en) * | 1984-01-26 | 1988-08-16 | Daicel Chemical Industries, Ltd. | Large diameter optical disk substrate made of polycarbonate |
| US4762873A (en) * | 1985-06-14 | 1988-08-09 | Teijin Chemicals, Ltd. | Polycarbonate resin composition |
| US5464930A (en) * | 1986-10-10 | 1995-11-07 | General Electric Company | Article for use in optical application formed from linear polycarbonate resins |
| US4892692A (en) * | 1987-01-30 | 1990-01-09 | Canon Kabushiki Kaisha | Process for producing substrate for optical disk by annealing substrate with gradient double refraction distribution |
| USRE35499E (en) * | 1988-11-16 | 1997-04-29 | The Dow Chemical Company | Elimination of monocarbonate from polycarbonate |
| US4980105A (en) * | 1989-08-28 | 1990-12-25 | General Electric Company | Method for extruder devolatilization of spiro(bis)indane polycarbonates |
| US5102608A (en) * | 1990-01-03 | 1992-04-07 | Stamicarbon B.V. | Method for the manufacture of objects from polycarbonate |
| US5455324A (en) * | 1992-08-26 | 1995-10-03 | Mitsubishi Chemical Corporation | Aromatic polycarbonate resin of improved color |
| US5519106A (en) * | 1992-08-26 | 1996-05-21 | Mitsubishi Chemical Corporation | Process for the preparation of aromatic polycarbonate resins |
| EP0794209B1 (en) * | 1996-03-07 | 2003-05-28 | Idemitsu Petrochemical Co., Ltd. | End group modified polycarbonates for digital video discs |
Also Published As
| Publication number | Publication date |
|---|---|
| IT1163020B (it) | 1987-04-08 |
| JPS6356043B2 (enrdf_load_stackoverflow) | 1988-11-07 |
| GB2114501A (en) | 1983-08-24 |
| NL8300013A (nl) | 1983-08-16 |
| NL192061B (nl) | 1996-09-02 |
| FR2520370B1 (fr) | 1986-11-07 |
| GB2114501B (en) | 1985-06-26 |
| IT8319113A0 (it) | 1983-01-14 |
| DE3301963A1 (de) | 1983-08-04 |
| JPS58126119A (ja) | 1983-07-27 |
| DE3301963C2 (enrdf_load_stackoverflow) | 1990-05-17 |
| FR2520370A1 (fr) | 1983-07-29 |
| NL192061C (nl) | 1997-01-07 |
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